$20 & Under Sale

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Unveil the Magic of Windsor's $20 and Under Sale – Hot Deals on Must-Have Dresses & Clothing!

Looking to elevate your wardrobe affordably? Search no further than Windsor's spectacular $20 and under sale, where chic meets affordability! This fashion sale is the perfect opportunity to update your wardrobe with stylish pieces that won't break the bank. Discover a curated selection of $20 sale clothing that includes affordable dresses for any occasion, from weddings and cocktail hours to summer parties.

Featured $20 and Under Deals:

Elegant Dresses: Find the perfect dress for formals, birthdays, or date nights without overspending. Our collection features stunning styles that make a statement.

Summer Party Dresses: Stay cool and fashionable with our range of dresses designed for summer parties and casual gatherings. Light, breezy, and effortlessly chic!

Versatile Wardrobe Staples: Whether you're dressing up or down, our affordable tops and bottoms offer versatility and style for any event.

Why You'll Love Our $20 Deals

  • Capture unbeatable prices on current trends featuring high-quality, fashionable pieces at prices you’ll adore.
  • Brag about getting something new with fresh updates and how you always have exciting pieces to discover that won't break the bank.
  • Come back to get limited-time offers: These hot deals won’t last long – make sure you snag your favorites before they're gone!

At Windsor, we believe that everyone deserves to look and feel fabulous without overspending. Our $20 and under sale is designed to bring you the best in trendy fashions at incredible prices. From elegant wedding guest dresses to fun and flirty summer party outfits, you'll find everything you need to stay stylish this season. Capture more savings and shop the full collection of affordable women's apparel!

Don’t miss out on these unbeatable $20 deals. With new styles added regularly, there's always a fresh find waiting for you. Shop now and discover the joy of Windsor fashion sale – stylish, affordable, and simply irresistible.

  • Dreamy Throwback Halter Short Dress

    Channel your inner pop princess with this short dress that brings all the glam! The dress features a retro swirl print, a halter neckline with bungee spaghetti straps, dual ruching through hip and hem, and a short length. The dress is composed of a lined mesh fabric that offers a form-hugging fit with a moderate stretch. Complete your look with butterfly clips and chrome heels.

    Fit & Features

    • Retro swirl print 
    • Halter neckline, bungee spaghetti straps
    • Dual ruching
    • Short length hem 
    • Bodycon fit 
    • Lined mesh fabric 
    • Moderate stretch, runs true to size

    Style Number/Barcode: 05102-4742

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Alluring Ruched Bodycon Mini Dress

    Catch all the glances in this alluring ruched bodycon mini dress. It features a sleeveless V-neckline, dual spaghetti straps, a bold open back with a cross-back strappy design, all-over ruching, and a short fitted silhouette that will hug your curves. Style with sleek hoop earrings and strappy stilettos.

    Fit & Features

    • Sleeveless V-neckline
    • Dual spaghetti straps
    • Open back, cross-back strappy design
    • All-over ruched detailing
    • Mini-length hem, form-fitting silhouette
    • Lined smooth knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05103-4473

    Category Name: $20 & Under Sale

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tara Heat Stone Mesh Bodycon Dress

    Special Occasion

    Bring the heat to your fab night out look in the Tara mesh bodycon dress! She features a sleeveless sweetheart neckline with a padded bust that eliminates the need for a bra, a center keyhole cutout, bungee spaghetti straps, ruching down the side seams, and a short, curve-hugging silhouette. The lined mesh fabric features all-over iridescent heat stone embellishments for the prettiest sparkle. Complete the look with strappy stilettos.

    Fit & Features

    • Sleeveless sweetheart neckline, center keyhole cutout
    • Built-in padded bust
    • Bungee spaghetti straps
    • Ruching down the side seams
    • Mini-length hem, form-fitting silhouette
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Mini heat stone embellishments
    • Runs true to size

    Style Number/Barcode: 05001-1111

    Category Name: $20 & Under Sale

    Price: $14.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Saphira Formal Open Back Mermaid Dress

    Special Occasion

    Make an entrance that will enchant from all your best angles! Saphira features a sleeveless V-neckline, adjustable spaghetti straps, a chic cross-back strap design, a pleated faux wrap overlay at the waist, and a mermaid silhouette. She is composed of a lined satin fabric that offers a form-hugging fit with a slight stretch. Complete the look with rhinestone heels and a sphere clutch.

    Fit & Features

    • Sleeveless V-neckline, adjustable spaghetti straps
    • Cross-back strap design, ruching at the lower back
    • High waist, pleated faux wrap overlay
    • Mermaid silhouette
    • Lined satin fabric 
    • Form-hugging fit, slight stretch
    • Sticky bra recommended
    • Runs true to size 

    Style Number/Barcode: 05002-2306

    Category Name: $20 & Under Sale

    Price: $9.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Out Of Office Ruched Mini Dress

    Log off and get ready for a relaxing getaway in this ruched knit mini dress. It features a sleeveless cowl neckline, spaghetti straps, ruching down one side leading to an adjustable drawstring, and a mini-length, asymmetrical hem. The smooth knit fabric features an all-over tropical palm leaf print. Style with espadrille sandals and your favorite shades.

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • High waist seam
    • Ruching down one side seam, adjustable drawstring
    • Short, curve-hugging, bodycon silhouette, asymmetrical hem
    • Stretchy knit fabric, tropical palm leaf print
    • Runs true to size

    Style Number/Barcode: 05102-4691

    Category Name: $20 & Under Sale

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • A Trendy Fave Mesh Mini Dress

    This adorable mini dress will be a new trendy fave! It features a sleeveless square neckline, bungee spaghetti straps, ruching down the side seams, and a short, curve-hugging, bodycon silhouette. The lined mesh fabric features an all-over tie-dye print pattern. Complete the look with clear mules.

    Fit & Features

    • Sleeveless square neckline
    • Bungee spaghetti straps
    • Ruching down the side seams
    • Mini-length, form-fitting, bodycon silhouette
    • Sheer mesh fabric, full knit lining, plenty of stretch
    • Tie-dye print
    • Runs true to size

    Style Number/Barcode: 05102-4679

    Category Name: $20 & Under Sale

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Simple Smooth Knit Mini Dress

    Style up this simple smooth knit mini dress for adorable date looks! It features a sleeveless square neckline, spaghetti straps, ruching down the side seams, a wrap-front design, and a short, curve-hugging, bodycon silhouette. Complete the outfit with strappy mules.

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Ruching down the side seams
    • Wrap-front
    • Mini-length hem, bodycon silhouette
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05102-4594

    Category Name: $20 & Under Sale

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Crepe Boyfriend Trouser Pants

    Effortlessly laidback yet chic, these 90 's-inspired trouser pants feature a high-rise waist, front hidden zipper and hook-eye closure, belt loop accents, side pockets, front pleating, and a boyfriend-style leg on crepe woven fabric. Complete the look in a blouse and heels.

    Fit & Features

    • High-rise waist
    • Front hidden zipper, button, and hook and bar closures
    • Belt loop accents
    • Side pockets, front pleating
    • Boyfriend-style leg
    • Crepe woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-1311

    Category Name: $20 & Under Sale

    Price: $3.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Made To Be Seen PU Halter Crop Top

    This PU crop top is made to be seen! Step out in this edgy-chic top featuring a sleeveless, halter plunge neckline, lace-up corset-style bodice, partial open-back, and zipper closure. Complete the look in 90's-inspired jeans for a girl's night.

    Fit & Features

    • Sleeveless, halter plunge neckline
    • Lace-up, corset-style bodice
    • Cropped hem
    • Partial open-back
    • Zipper closure
    • PU fabrication
    • Fits true to size

    Style Number/Barcode: 06003-1789

    Category Name: $20 & Under Sale

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Rockstar Life Graphic Crop Top

    Have the times of your life in this graphic crop top featuring an edgy, one-shoulder neckline with dual chain-link straps, front graphic detail with "Born To Be A Rockstar" script along the fitted, crop hem. Complete your cool look with new sunglasses. 

    Fit & Features

    • Sleeveless, one-shoulder neckline
    • Dual chain-link straps
    • Front graphic detail with "Born To Be A Rockstar" script
    • Fitted crop hem
    • Cotton fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06002-1363

    Category Name: $20 & Under Sale

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • New Fling Crepe Strapless Jumpsuit

    Bold meets femme in the crepe strapless jumpsuit perfect for showcasing a new look this season! It features a tube-style bodice, pleated neckline, high-waist seam, form-hugging, and a straight-leg silhouette. Complete the look in a chic necklace for a party.

    Fit & Features

    • Sleeveless, strapless 
    • Tube-style bodice, pleated neckline, flexible boning
    • High-waist seam, back zipper closure
    • Form-hugging
    • Straight-leg silhouette
    • Crepe fabrication, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-1631

    Category Name: $20 & Under Sale

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Right On Cue Crepe Skort Romper

    Step out in this crepe skort romper and watch the heads turn! It features a sleeveless, v-neck, spaghetti straps, a high waist seam, and an envelope front design with shorts underneath. Complete the look in bold earrings for a daytime outing.

    Fit & Features

    • Sleeveless, v-neck, spaghetti straps
    • High waist seam
    • Envelope front design
    • Cheeky shorts
    • Crepe-lined fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06503-1001

    Category Name: $20 & Under Sale

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet Spot Sweater Knit Bustier

    Stay sweet for the summer in your new fave bustier! It features a strapless, sweetheart neckline with wire underbust support, built-in padded cups, seam detailing along the bodice, and a fitted hem. Complete the look in skinny jeans for a dinner date. 

    Shop More Styles: The Sweater Collection

    Fit & Features

    • Strapless, sweetheart neckline
    • Wire underbust support
    • Built-in padded cups
    • Seam detailing along the bodice
    • Fitted hem
    • Sweater-knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06005-1378

    Category Name: $20 & Under Sale

    Price: $15.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lena High Slit Sequin Formal Dress

    Special Occasion

    Showcase dazzling glamour in the alluring Lena sequin formal dress! She features a sleeveless sweetheart neckline with a padded bust and a center cutout, adjustable spaghetti straps for a customized fit, high waist seams, a floor-length, curve-hugging silhouette, and a sultry thigh-high side slit. The lined mesh fabric features all-over sequin embroidery. Style with glitzy duster earrings.

    Fit & Features

    • Sleeveless sweetheart neckline, center cutout
    • Padded bust
    • Adjustable spaghetti straps
    • High waist seams, back zipper, hook and eye closure
    • Floor-length hem, form-fitting silhouette, high side slit
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Sequin embroidery
    • Runs true to size

    Style Number/Barcode: 05002-2056

    Category Name: $20 & Under Sale

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam Deets Three Piece Anklet Set

    Adorn your ankle with this glam three-piece anklet set! It features one two-row rhinestone anklet, one snake chain anklet, and one twist chain anklet each has a lobster clasp closure. Complete the look in a chic matching set for vacation.

    Fit & Features

    • Three-piece set
    • One two-row rhinestone anklet
    • One snake chain anklet
    • One twist chain anklet
    • Each has a lobster clasp closure

    Style Number/Barcode: 07003-0355

    Category Name: $20 & Under Sale

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Street Riders Graphic Short Dress

    You're not the average Jane...show your edgy side in this graphic short dress for a night of riding! It features a sleeveless, one-shoulder neckline with chain straps, a cutout accent, and a front graphic script that reads, " The Street Riders/Motorcycle Company", a bodycon silhouette, and a short-length hem. Complete the look in combat boots.

    Fit & Features

    • One-shoulder neckline, chain straps, cutout accent
    • A front graphic script that reads, " The Street Riders/Motorcycle Company"
    • Bodycon silhouette
    • Short-length hem
    • Cotton knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06002-1314

    Category Name: $20 & Under Sale

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Stylish Upgrade Satin Midi Dress

    Turn heads wearing this satin midi dress showcasing a classy and chic silhouette that flaunts your curves and sexy hints of skin! It features a sleeveless, sweetheart neckline, spaghetti straps, a twist accent bust with a cutout, and a sultry side slit perfect for showcasing heels.

    Fit & Features

    • Sleeveless, sweetheart neckline, spaghetti straps
    • Twist accent bust, cutout
    • Side slit
    • Form-hugging fit
    • Midi-length hem
    • Satin knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 05101-1610

    Category Name: $20 & Under Sale

    Price: $19.97 $40.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Boho Stunner Printed Scarf Top

    Show off your stunning boho-chic style in this printed scarf top. It features a sleeveless cowl neckline, halter spaghetti straps, a bold open-back with a tie-back design, and a cropped angled front hem. The smooth woven fabric features an all-over bohemian-inspired multi-print pattern. Pair this top with a faux suede mini skirt and mules.

    Fit & Features

    • Sleeveless cowl neckline
    • Halter spaghetti straps, tie at the back of the neck
    • Open-back, tie-back design
    • Cropped angled front hem
    • Multi-print pattern
    • Lined woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-1904

    Category Name: $20 & Under Sale

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Babe Faux Suede Mini Dress

    Step it up with a mini dress that showcases those trendy-chic vibes! It features a sleeveless scoop neckline, spaghetti straps that lead to a cross-back lace-up design, a fitted high waist seam, and a short, form-fitting silhouette. Style with knee-high boots.

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Cross-back, lace-up strappy design, tie closure
    • Fitted high waist seam
    • Mini-length, form-fitting silhouette
    • Smooth faux suede fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05103-4491

    Category Name: $20 & Under Sale

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Catch Up Crepe Slip Midi Dress

    This sleek slip midi dress is perfect for bringing chic vibes when catching up with friends! It features a sleeveless V-neck bodice with bungee spaghetti straps, a form-fitting silhouette to show off your figure, and a sultry front slit on the mid-length hem. The crepe fabric offers a moderate stretch. Complete your look with classic block heels.

    Fit & Features

    • Sleeveless V-neckline
    • Bungee spaghetti straps
    • Form-fitting silhouette
    • Front slit, midi-length hem
    • Crepe knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 05102-5400

    Category Name: $20 & Under Sale

    Price: $5.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Soar Like An Eagle Graphic Tank Top

    Spread your wings and fly babe! Edge up your everyday uniform with this graphic tank top featuring a sleeveless, square neck, tank-style straps, front graphic detail, side lace-up packets, and a cropped hem. Complete the look in cut-off denim shorts.

    Fit & Features

    • Sleeveless, square neck, tank-style straps
    • Front graphic detail
    • Side lace-up plackets
    • Cropped hem
    • Cotton-knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06002-1292

    Category Name: $20 & Under Sale

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam Chic Pearl Bow Hair Clip

    You love a glam chic look! This adorable clip features a bow design with a twisted beaded border and faux pearl and clear beaded detailing. Style with a peasant sleeve blouse and chic hoops!

    Fit & Features

    • Barrette-style metal clip
    • Bow design
    • Twisted beaded border
    • Faux pearl beads, clear beads

    Style Number/Barcode: 07006-0334

    Category Name: $20 & Under Sale

    Price: $3.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Moment Claw Clip Set

    Have a totally trendy moment with these adorable claw clips! The set features three metal hair clips with varying designs to switch up your looks. Style with simple stud earrings and a charm necklace.

    Fit & Features

    • Set of three metal claw clips
    • Different designs

    Style Number/Barcode: 07006-0335

    Category Name: $20 & Under Sale

    Price: $5.97 $13.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flatter Me Cutout Maxi Dress

    You won't need anyone flattering you in this sexy maxi dress! Featuring a sleeveless, scoop neck, spaghetti straps, a cutout bodice, partial open-back, a form-fitting silhouette, and a sultry slit perfect for showcasing heels.

    Fit & Features

    • Sleeveless, scoop neck, spaghetti straps
    • Cutout bodice
    • Partial open-back
    • Form-fitting silhouette
    • Front slit
    • Maxi-length hem
    • Slinky knit fabric, moderate stretch, fits true to size

    Style Number/Barcode: 05102-4603

    Category Name: $20 & Under Sale

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale